TOP 30 Vacation cottage rentals in Portland, Maine

TurnKey Vacation Rentals in Maine offers a wide range of vacation homes, cabins, and cottages in this picturesque state known for its pine trees, lighthouses, and charming resort towns. Located in Boothbay Harbor, our real estate and travel agency provides a variety of options for visitors looking to explore Maine's stunning coastline and inland hamlets. With over 230 miles of coastline, our vacation rentals allow guests to bring their furry friends along, with many homes accommodating dogs. Stay connected with internet access in over 700 of our vacation rentals, and relax knowing our professional housekeepers will ensure your accommodations are clean and stocked with amenities upon arrival. Maine's rich history and natural beauty offer a unique experience for visitors year-round. From the upscale resort town of Kennebunkport to the vibrant city of Portland, there is something for everyone to enjoy. Explore the islands of Casco Bay, visit Acadia National Park, or head to the Maine Highlands for a serene escape in nature. Whether you're looking for a beachfront rental, a cozy cabin in the woods, or a lakeside retreat, our vacation homes in Maine provide the perfect setting for a memorable getaway. Discover the charm of Maine with TurnKey Vacation Rentals.

Candlewood Suites Portland - Scarborough, an IHG Hotel, is a cozy and comfortable lodging option located at 700 Roundwood Drive in Scarborough, Maine, United States. This hotel offers spacious suites with fully equipped kitchens, free Wi-Fi, and a 24-hour fitness center. Guests can enjoy the convenience of an on-site convenience store, laundry facilities, and a BBQ area. Whether you are visiting for business or leisure, Candlewood Suites provides a relaxing and welcoming atmosphere for your stay.

Extended Stay America - Portland - Scarborough is a comfortable and convenient lodging option located at 2 Ashley Drive in Scarborough, Maine. This institution offers spacious suites with fully equipped kitchens, making it perfect for guests looking for a longer stay. The hotel also provides free Wi-Fi, on-site laundry facilities, and a complimentary grab-and-go breakfast. With its prime location near popular attractions and businesses in Portland, Extended Stay America - Portland - Scarborough is an ideal choice for both leisure and business travelers.

Visit Portland, Maine Information Center is your one-stop destination for all things related to exploring the vibrant city of Portland, Maine. Located at 14 Ocean Gateway Pier, this tourist attraction and travel agency provides visitors with valuable information on the best attractions, activities, and events in the area. Whether you're looking for recommendations on where to eat, shop, or stay, the knowledgeable staff at the information center is here to help. Stop by to pick up brochures, maps, and other resources to make the most of your visit to Portland, Maine.

Sebago West Shore Cottages, located at 46 Sebago Road in Sebago, Maine, offers comfortable lodging for guests looking to enjoy the beauty of the area. Formerly known as "The Beeches," this institution was purchased by the Severino family in 2018. With a long history in the area, the Severino family is dedicated to providing a welcoming and enjoyable experience for all guests. The family also operates Sportsman’s Kitchen & Keg, a restaurant on the property that opened in 2018. With experience from owning and operating the popular “Sportsman’s Grill Restaurant” in Portland, the Severino family brings their passion for hospitality to Sebago West Shore Cottages.

Pride Motel & Cottages, located in Scarborough, Maine, offers a charming and cozy lodging experience for guests. Established in 1967, this family-run establishment provides a peaceful atmosphere with just the right amount of modern comforts. The spacious grounds feature picnic areas, a heated pool in season, and a recreation room with laundry facilities. The cottages are individually decorated and equipped with cable TV, air conditioning/heat, private baths, and fully equipped kitchens. Daily maid service ensures a comfortable stay for guests. Conveniently located near uncrowded Maine beaches, amusement parks, and fine restaurants, Pride Motel & Cottages is the perfect choice for a relaxing Maine vacation. Day trips to outlet shopping in Freeport and Kittery, exploring coastal vistas, or enjoying the attractions of Portland, Maine are easily accessible from this central location. With a variety of cottages available, guests can make their reservation today either by calling or booking online.

Apex Luxury Rentals is a premier real estate agency located at 317 Foreside Road in Falmouth, Maine. We specialize in providing luxury property rentals in Southern Maine and soon in Naples, Florida. Our goal is to offer top-notch accommodations and ensure a stress-free and enjoyable stay for our clients. Whether you are looking for a short-term rental for a week, a month, or a long-term lease of 1 years, we have a diverse portfolio of options to choose from. From elegant townhouses in Portland's East and West End to deluxe oceanfront condos and single-family homes in desirable locations such as Yarmouth, Cumberland, Falmouth, Cape Elizabeth, and Freeport, we have something for everyone.

Portland Maine Rentals is a premier real estate agency located at 225 Cumberland Avenue in Portland, Maine. Our dedicated staff is committed to helping you find the perfect rental unit that meets your specific needs and desired stay. With a reputation for providing immaculate, nicely furnished units that are conveniently located near all the amenities Portland has to offer, our properties have become a favorite choice for visitors and new residents alike. Our beautiful gardens are meticulously tended to, creating a peaceful and welcoming environment for our tenants. Whether you are visiting Maine for a short stay or looking to relocate to Portland, Portland Maine Rentals has the perfect rental apartment for you. Come experience the comfort and convenience of PMR properties and see why our tenants keep coming back year after year. Copyright 2024, Portland Maine Rentals. Designed and built by Maine Creative.

Cottage & Co Real Estate is a premier real estate agency located at 345 Cottage Road in South Portland, Maine, United States. Specializing in residential and commercial properties, our experienced team of agents is dedicated to providing top-notch service to clients looking to buy, sell, or rent real estate in the area. With a strong focus on customer satisfaction and attention to detail, Cottage & Co Real Estate is your go-to agency for all your real estate needs. Contact us today to see how we can help you achieve your real estate goals.

New England EcoAdventures in Portland, ME offers unique and thrilling boat tours that blend adventure and education. Departing from the picturesque Portland Harbor, our small, intimate excursions take you to places other tour boats can't reach. From whale watching in the Gulf of Maine to exploring the Kennebunkport Coastline, our tours offer something for everyone. Our knowledgeable captains will tailor the tour to the weather and your preferences, ensuring a first-class experience. Whether you're a sightseer, thrill-seeker, or marine lover, our boat tours are the perfect way to explore the beauty of the Maine coastline. Don't miss out on the opportunity to see lighthouses, wildlife, and historic forts while enjoying a thrilling marine adventure with New England EcoAdventures. Book your tour today and create unforgettable memories on the Atlantic Ocean.

Summit Shore Cottages is a charming and classic accommodation located in Old Orchard Beach, Maine. Situated in a relaxing and quiet neighborhood, just a 5 minute walk to the beach, pier, shopping, dining, and all the excitement of a beach vacation in Maine. We are pet-friendly, so feel free to bring your furry friends with you! Choose from our three fully furnished one-bedroom cottages or two fully furnished two-bedroom cottages, each with a kitchen, bathroom, and living area.

Grey Ledge Cottage is a charming bed and breakfast located at 78 Sunset Road in Portland, Maine. Situated in a picturesque location, this cozy inn offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The cottage features comfortable accommodations, beautiful gardens, and a warm and inviting atmosphere. Guests can enjoy a delicious breakfast each morning and relax on the porch while taking in the stunning views of the surrounding countryside. Whether you're looking for a romantic getaway or a quiet weekend retreat, Grey Ledge Cottage is the perfect destination for a memorable stay in Maine.

Jacqueline Nedwell of Town & Shore Real Estate in Portland, Maine is a versatile and experienced real estate agent who is dedicated to helping her clients find their dream homes. With a background in business, finance, massage therapy, doula work, and scuba diving, Jacqueline brings a unique set of skills and perspectives to the real estate industry. Originally from London, England, Jacqueline has traveled the world but always comes back to Maine, where she has lived for over fifteen years. She has a deep knowledge of the local market and has been recognized as one of the top-performing agents in the state. Whether you are buying or selling a home, Jacqueline will guide you through the process with professionalism and expertise. Trust Jacqueline Nedwell to help you navigate the real estate market in Greater Portland and find the perfect property for your needs.

Legacy Properties Sotheby's International Realty is a prestigious real estate agency located at 2 City Center in Portland, Maine, United States. With a reputation for excellence and a global network of luxury properties, they specialize in helping clients buy and sell high-end homes and investment properties. Whether you are looking for a waterfront estate, a ski-in/ski-out chalet, or a downtown penthouse, their experienced agents are dedicated to providing exceptional service and achieving unparalleled results. Trust Legacy Properties Sotheby's International Realty to help you find your dream home or investment property in Maine or beyond.

Located at 88 Grandview Avenue in Boothbay Harbor, Maine, Spruce Point Inn Resort & Spa is a Conde Nast Top Resort that offers the epitome of a Maine retreat. Nestled "down east" from Portland, this historic gem provides an iconic coastal experience with its oceanfront setting, mature woodlands, and thoughtful amenities. Whether you're looking for a romantic escape or a family getaway, Spruce Point Inn has inviting lodge rooms and cozy cottages designed for your comfort. Indulge in dining excellence at the on-site restaurant, where Northeastern culinary mastery and coastal elegance come together. Relax and rejuvenate at The Spa, nestled in refreshing pines, offering massages, facials, and luxurious body rituals. Boothbay Harbor summer colonies have been a popular destination since the 1870s, embodying timeless coastal charm and maritime allure. Guests can also enjoy sailing on a fully restored classic Friendship sloop, the only wooden sailing lobster boat on the Maine coast, exclusively available from the Spruce Point Inn Dock. Additionally, Spruce Point Inn hosts events such as the Windjammer Days SPI Cup, a day of R/C sailboat racing, and offers a picturesque setting for weddings and meetings.

The Lincoln Hotel is a boutique lodging experience located in the heart of Biddeford, Maine. Housed in a beautifully reimagined mill building dating back to the 1850s, this hotel offers 33 stylish guest rooms, a state-of-the-art fitness center, and a prime downtown location. Guests can start their day at Spinning Jenny's coffee shop, explore artist galleries, relax in the lobby bar, and enjoy a delicious meal at Batson River Brewing and Distilling without leaving the building. The rooms at The Lincoln Hotel blend vogue design with historic architectural details, including exposed brick walls, gas fireplaces, chic bathrooms with Carrera marble vanities, and high ceilings with original wood elements. Whether you choose a room with a king or two queen beds, you can expect luxury linens and a comfortable stay.

Welcome to Dock House Inn, located at 12 Heath Street in Old Orchard Beach, Maine. This charming lodging establishment offers guests a convenient and comfortable place to stay just south of Portland. With the best beach, an amusement park on the Atlantic Ocean, weekly fireworks, and a variety of activities such as golf, tennis, fishing, whale watching, and boating, Old Orchard Beach truly has something for everyone. Your accommodation at Dock House Inn is situated next to Memorial Park, which features tennis courts, basketball courts, gazebos, dog parks, restrooms, a library, and plenty of space for outdoor games like Frisbee or football. Whether you're looking for relaxation or adventure, Dock House Inn is the perfect home base for your Maine getaway.

The Inn at St John is a charming lodging establishment located at 939 Congress Street in Portland, Maine, United States. This historic inn offers comfortable and cozy accommodations for guests looking to experience the beauty and charm of Portland. With its convenient location, guests can easily explore the city's attractions, dining options, and shops. The Inn at St John provides a warm and welcoming atmosphere, making it the perfect choice for travelers seeking a relaxing and enjoyable stay in Portland.

Located on 140 Chadwick Street in Portland, Maine, The Chadwick Bed & Breakfast is the perfect destination for a romantic and pampering getaway. With elegant and comfortable accommodations, this award-winning lodging institution offers a level of personal service that goes above and beyond. Each guest room has its own unique charm, blending modern amenities with the historic charm of the 1891-built house. Guests can enjoy a five-star gourmet breakfast every morning and explore the nearby attractions in Greater Portland, including galleries, museums, theaters, shops, and restaurants. The Chadwick Bed & Breakfast also serves as a convenient base for exploring other nearby locations such as Acadia National Park, Southern Maine beaches, and the White Mountains of New Hampshire.

Located at 121 Middle Street in the heart of downtown Portland, Maine, The Docent's Collection is a boutique hotel offering luxury vacation apartments for both short and long-term stays. This unique lodging option provides guests with a curated collection of Urban Homes that have been thoughtfully placed within steps of the vibrant arts community, local boutiques, and nationally recognized cuisine in the historic Old Port district. Each Urban Home in The Docent's Collection is designed to provide a culturally rich and personalized experience for elite travelers seeking a luxury residence during their stay in Portland. With modern, fully equipped kitchens, spacious dining and living areas, and custom furnishings, guests will feel right at home while exploring all that the city has to offer.

Redbank Village is a finance institution located at 62 Macarthur Circle East in South Portland, Maine. Our dedicated team of financial experts is committed to providing personalized and professional services to help clients achieve their financial goals. Whether you are looking to invest, save for the future, or secure a loan, Redbank Village is here to assist you every step of the way. With a focus on customer satisfaction and financial success, we strive to be a trusted partner in helping individuals and businesses manage their finances effectively. Visit us today to learn more about our comprehensive range of financial services.

Landing Real Estate is a reputable institution located at 780 Broadway in South Portland, Maine, United States. As a trusted general contractor and real estate agency, we specialize in providing top-notch services for all your property needs. Whether you are looking to buy, sell, or renovate a property, our experienced team is dedicated to helping you achieve your goals. With a strong focus on customer satisfaction and attention to detail, Landing Real Estate is the ideal choice for all your real estate and construction needs. Contact us today to learn more about how we can assist you.

Brittany Parker - Light Travels, LLC is a travel agency located at 677 Old Greene Road in Lewiston, Maine. Even in the age of online booking, travel agents are a valuable resource for information and discounts. Brittany Parker specializes in all-inclusive resorts in Mexico & the Caribbean, as well as destination weddings and travel to Europe. Whether you need help with booking a cruise, flight, accommodations, or a full travel package, Brittany and her team have you covered. They work directly with vendors to ensure the best deals for their clients. Clients rave about their experiences with Brittany Parker - Light Travels, LLC, praising the personalized service, attention to detail, and ability to handle any unexpected issues. Whether you're planning a vacation to the Caribbean, Mexico, or Europe, Brittany and her team are there to help every step of the way. They have received glowing reviews for their exceptional customer service and expert travel planning.

HigginsBeachMaine.com is a real estate and travel agency located at 50 Sewall Street in Portland, Maine, United States. Whether you are looking for a vacation rental or a permanent home, we are your connection to Higgins Beach real estate and community information. Higgins Beach is more than just a sandy spot on the coast - it's a state of mind where families and friends come together to create lasting memories. We offer a variety of properties for sale, including beachfront homes and properties with stunning views. Our website features virtual tours of summer vacation rentals and helpful tips for preparing your home for winter weather. Visit us today and start planning your stay at Higgins Beach!

Maine Brews Cruise, located at 320 Fore Street in Portland, Maine, is the ultimate destination for craft beer and beverage enthusiasts. Founded as The Maine Brew Bus in 2012 by Zach and Allison Poole, this institution offers all-inclusive tours and experiences that give guests a unique behind-the-scenes look at Maine's top craft breweries, distilleries, wineries, and more. With expert guides and dedicated drivers leading the way, guests have the opportunity to explore both established and up-and-coming producers, gaining valuable insights into the craft alcohol industry. Since its inception, Maine Brews Cruise has connected over 35,000 people to the vibrant world of Maine's craft alcohol producers.

Reel Action Charters is a premier charter service located at 1 Portland Street Pier in South Portland, Maine. Our goal is to provide our customers with an unforgettable fishing experience, whether you're looking for that "once in a lifetime catch" or a leisurely cruise along the coast. Our courteous and knowledgeable crew, top-notch equipment, and attention to detail ensure that every trip with Reel Action is enjoyable and productive. Our captains have Master licenses issued by the United States Coast Guard and over 20 years of experience, guaranteeing your safety while on the water. We pride ourselves on using the best tackle available and encourage you to bring your "lucky" rod to land a trophy fish. With a focus on customer satisfaction, Reel Action Charters goes above and beyond to exceed your expectations and keep you coming back for more.

Selkies' Rest is a charming lodging institution located at 13 Whitehead Street in the picturesque city of Portland, Maine. Nestled in a cozy corner of the United States, this quaint establishment offers a peaceful and tranquil atmosphere for guests looking to unwind and relax. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the beautiful surroundings of Portland, with its historic charm and scenic views. Whether you're visiting for business or pleasure, Selkies' Rest is the perfect place to rest and rejuvenate during your time in Maine.

Cindy's Place is a charming lodging institution located at 2 Oak Avenue in the heart of Portland, Maine, United States. Offering cozy and comfortable accommodations, Cindy's Place is the perfect home away from home for travelers looking to explore all that Portland has to offer. With its convenient location and welcoming atmosphere, guests can enjoy a relaxing stay while being just minutes away from the city's top attractions, restaurants, and shops. Whether you're visiting for business or pleasure, Cindy's Place is the ideal choice for your stay in Portland.

Ashmore Realty is a reputable real estate agency located at 1 Welch Street in Portland, Maine. Specializing in island properties in the Portland Harbor Area, particularly Peaks Island, Ashmore Realty offers a unique opportunity for vacation and year-round living in one of Maine's most remarkable places. With over 30 years of experience in island real estate sales, Ralph Ashmore, along with his wife Jeannie, who specializes in vacation rentals and property management, are dedicated to assisting clients in purchasing, selling, and maintaining island homes. Whether you are looking to buy, sell, rent, or manage a property on the islands, Ashmore Realty has the expertise to guide you through the process.

BellPort Property Management is a trusted and reliable property management company located at 536 Washington Avenue in Portland, Maine, United States. Specializing in residential and commercial property management, BellPort offers a wide range of services to help property owners maximize their investments. With a team of experienced professionals, BellPort provides top-notch customer service and strives to ensure that all properties are well-maintained and profitable. Whether you are looking for someone to manage your rental property or need assistance with leasing and maintenance, BellPort Property Management is here to help. Contact us today to learn more about our services and how we can help you with your property management needs.